[(3R,4S,5R,6S)-6-[2-[(2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-3-yl] acetate

Details

• Internal ID: e29429a9-0ce2-43cc-9d40-743f1da307ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(3R,4S,5R,6S)-6-[2-[(2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-3-yl] acetate
• SMILES (Canonical): CC1=C2CC(CCC2(CCC1=O)C)C(C)(C)OC3C(C(C(CO3)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2C[C@@H](CC[C@]2(CCC1=O)C)C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H](CO3)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C26H38O9/c1-14-19-12-18(8-10-26(19,7)11-9-20(14)30)25(5,6)35-24-23(34-17(4)29)22(33-16(3)28)21(13-31-24)32-15(2)27/h18,21-24H,8-13H2,1-7H3/t18-,21-,22+,23-,24+,26+/m1/s1
• InChI Key: RIFFTERCXPCOJS-IRILHORRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₉
• Molecular Weight: 494.60 g/mol
• Exact Mass: 494.25158279 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.6537	65.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8590	85.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8678	86.78%
OATP1B3 inhibitior	+	0.9155	91.55%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9375	93.75%
P-glycoprotein inhibitior	+	0.8576	85.76%
P-glycoprotein substrate	-	0.6826	68.26%
CYP3A4 substrate	+	0.7050	70.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.8501	85.01%
CYP2C9 inhibition	-	0.8386	83.86%
CYP2C19 inhibition	-	0.8719	87.19%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.6441	64.41%
CYP2C8 inhibition	-	0.6195	61.95%
CYP inhibitory promiscuity	-	0.8955	89.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6140	61.40%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8827	88.27%
Skin irritation	-	0.5879	58.79%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4497	44.97%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5707	57.07%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5591	55.91%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.7863	78.63%
Androgen receptor binding	+	0.6271	62.71%
Thyroid receptor binding	+	0.5344	53.44%
Glucocorticoid receptor binding	+	0.7842	78.42%
Aromatase binding	+	0.6303	63.03%
PPAR gamma	+	0.6669	66.69%
Honey bee toxicity	-	0.6696	66.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.79%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.70%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.04%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.46%	94.45%
CHEMBL1871	P10275	Androgen Receptor	89.28%	96.43%
CHEMBL204	P00734	Thrombin	87.00%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.79%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.49%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.94%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.36%	97.14%
CHEMBL5028	O14672	ADAM10	85.24%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.83%	93.04%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.80%	90.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.86%	97.28%
CHEMBL1937	Q92769	Histone deacetylase 2	83.73%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.48%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.59%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.58%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.52%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.05%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.67%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	81.48%	97.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.40%	94.00%
CHEMBL3524	P56524	Histone deacetylase 4	80.86%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.33%	97.09%

Plants that contains it

• Iphiona scabra

Cross-Links

• PubChem: 162816908
• LOTUS: LTS0220002
• wikiData: Q105236811